Original anticonvulsant properties of two N-phenylphthalimide derivatives

Bailleux, V.; Vallée, Louis; Nuyts, Jean-Pierre; Vamecq, Jòseph

doi:10.1016/0753-3322(93)90345-l

Cited by 16 publications

(11 citation statements)

References 5 publications

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“…Phthalimides and N-substituted phthalimides are an important class of compounds because of their interesting biological activities (Lima et al, 2002;Orzeszka et al, 2000;Bailleux et al, 1993). Phthalimides are also used as starting materials and intermediates for the syntheses of alkaloids (Couture et al, 1998) and pharmacophores (Couture et al, 1997).…”

Section: Commentmentioning

confidence: 99%

4-Phthalimidobenzoic acidN,N-dimethylformamide solvate

Liang

Huang

2006

Acta Cryst E

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Section: Commentmentioning

confidence: 99%

4-Phthalimidobenzoic acidN,N-dimethylformamide solvate

Liang

Huang

2006

Acta Cryst E

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“…3). This double original design of an isomer of phenytoin (4-amino-N-(2-methylphenyl)phthalimide) and a rigidified analog of ameltolide (4-amino-N-(2,6 dimethylphenyl)phthalimide) which avered a [13][14][15][16]. This approach has led us to develop the series of amino-N-phenylphthalimides and the series of N-(aminophenyl)phthalimides, the former and latter being referred to the phthalimide and retrophthalimide series, respectively; since by taking the primary amine function (NH 2 ) as the initiation site for reading the molecule, it appears that for the latter series the amide bond (0 = C -N) is read in the inverse or "retroamide" way ( Fig.…”

Section: Drug Designmentioning

confidence: 99%

Design, Anticonvulsive and Neurotoxic Properties of Retrobenzamides N-(Nitrophenyl)benzamides and N-(aminophenyl)benzamides

Bourhim

Poupaert²,

Stables

et al. 2011

Arzneimittelforschung

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Design, anticonvulsant properties in maximal electroshock-induced seizures [MES] and seizures induced by subcutaneous administration of pentetrazole (scPtz), and neurotoxicity of retrobenzamides (N-(nitrophenyl)benzamides and N-(aminophenyl) benzamides are reported. These data are further compared with those on carbamazepine, phenytoin, ameltolide and other reference compounds. Studies on retrobenzamides in mice dosed intraperitoneally point out a good anticonvulsant potential in the MES test for the amino derivatives (N-(aminophenyl)benzamides) and moderate activity for corresponding "nitro" derivatives. In rats dosed orally, aminoretrobenzamides were, however, less active in the MES test than in mice dosed intraperitoneally. Differences between experimental animal species and administration routes lead to hypothesize rapid metabolization of compounds, reduced intestinal resorption and increased removal from body. The presence of a methyl substitution on the N-phenyl moiety of aminoretrobenzamides attenuated these discrepancies between mice and rats. Present results indicate that pharmacological values--including the dose offering anticonvulsant protection in 50% of tested animals (ED50) and protective indices--obtained on some retrobenzamides may compete with phenytoin and carbamazepine values. By contrast with phenytoin, some retrobenzamides further exhibit activity in the scPtz test.

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“…For related literature, see: Abdul Ajees et al (2002); Amal Raj et al (2003); Bailleux et al (1993); Couture et al (1997Couture et al ( , 1998; Cremer & Pople (1975); Kolocouris et al (1994); Lima et al (2002); Obniska & Zagorska (2003); Obniska et al (2005); Orzeszka et al (2000); Stylianakis et al (2003); Suzuki et al (1994).…”

Section: Related Literaturementioning

confidence: 99%